Functional sulfur-containing compounds. 10. Alkylation of ch-acids with 2-[(organylthio)methyl]oxirans
作者:V. E. Kalugin、V. P. Litvinov
DOI:10.1007/bf00959724
日期:1991.12
In the reaction of 2-[(organylthio)methyl]oxirans(I) with malonic, acetoacetic and cyanoacetic esters mixtures of 4- and 5-[(organylthio)methyl]-3-(methoxy-carbonyl-, acetyl-, cyano-)-4,5-dihydro-2(3H)-furanones (II)-(VII) are formed. The ratio of the isomers depends on the nature of the CH-acid. The reaction of 2-[(ethylthio)methyl]oxiran (Ia) with bis(butylsulfonyl)methane leads to a mixture of 3-(ethylthio)-1-[bis(butylsulfonyl)methyl]-propan-2-ol (XIa) and 3-(ethylthio)-2-[bis(butylsulfonyl)methyl]propan-1-ol (XIIa) in a 1:1 ratio. In the reaction of epoxides (I) with acetylacetone 4-[(organylthio)methyl]-2-methyl-2-acetonyl-1,3-dioxolanes (XIII) are formed.